Huang Z.-A, Chen C, Yang X.-D, * Fan X.-B, Zhou W, Tung C.-H, Wu L.-Z, Cong H. * Fudan
University, Shanghai, Technical Institute of Physics and Chemistry & University of
Chinese Academy of Sciences, Beijing, and Peking University, Beijing, P. R. of China
Synthesis of Oligoparaphenylene-Derived Nanohoops Employing an Anthracene Photodimerization−Cycloreversion
Strategy.
J. Am. Chem. Soc. 2016;
138: 11144-11147
Key words
nanohoop - oligoparaphenylene - photodimerization - cycloreversion
Significance
Nanohoops composed of highly strained aromatic hydrocarbons are fascinating carbon-rich
structures, and creative strategies are required for their efficient syntheses. The
authors utilize an anthracene photodimerization–cycloreversion strategy to make a
novel nanohoop with interesting photophysical properties.
Comment
The rigid dianthracene scaffold approach generates the target nanohoop in excellent
yields over six steps. The often critical ring-closing step was achieved in a particularly
efficient manner under nickel-mediated Yamamoto coupling conditions.